diff --git a/docs/web-automation.md b/docs/web-automation.md
index ddba36c..d56dac0 100644
--- a/docs/web-automation.md
+++ b/docs/web-automation.md
@@ -32,6 +32,16 @@ pnpm approve-builds
 pnpm rebuild better-sqlite3 esbuild
 ```
 
+## Updating CloakBrowser
+
+```bash
+cd ~/.openclaw/workspace/skills/web-automation/scripts
+pnpm up cloakbrowser playwright-core
+npx cloakbrowser install
+pnpm approve-builds
+pnpm rebuild better-sqlite3 esbuild
+```
+
 ## System libraries (for OpenClaw Docker builds)
 
 ```bash
diff --git a/skills/web-automation/SKILL.md b/skills/web-automation/SKILL.md
index 33aed7d..4aa3d39 100644
--- a/skills/web-automation/SKILL.md
+++ b/skills/web-automation/SKILL.md
@@ -32,13 +32,23 @@ pnpm approve-builds
 pnpm rebuild better-sqlite3 esbuild
 ```
 
+## Updating CloakBrowser
+
+```bash
+cd ~/.openclaw/workspace/skills/web-automation/scripts
+pnpm up cloakbrowser playwright-core
+npx cloakbrowser install
+pnpm approve-builds
+pnpm rebuild better-sqlite3 esbuild
+```
+
 ## Prerequisite Check (MANDATORY)
 
 Before running any automation, verify CloakBrowser and Playwright Core dependencies are installed and scripts are configured to use CloakBrowser.
 
 ```bash
 cd ~/.openclaw/workspace/skills/web-automation/scripts
-node -e "require.resolve('cloakbrowser');require.resolve('playwright-core/package.json');console.log('OK: cloakbrowser + playwright-core installed')"
+node --input-type=module -e "await import('cloakbrowser');import 'playwright-core';console.log('OK: cloakbrowser + playwright-core installed')"
 node -e "const fs=require('fs');const t=fs.readFileSync('browse.ts','utf8');if(!/launchPersistentContext\s*from\s*\'cloakbrowser\'/.test(t)){throw new Error('browse.ts is not configured for CloakBrowser')}console.log('OK: CloakBrowser integration detected in browse.ts')"
 ```
 
diff --git a/skills/web-automation/scripts/package.json b/skills/web-automation/scripts/package.json
index b4a9a54..4c97316 100644
--- a/skills/web-automation/scripts/package.json
+++ b/skills/web-automation/scripts/package.json
@@ -15,7 +15,7 @@
     "cloakbrowser": "^0.3.14",
     "jsdom": "^24.0.0",
     "minimist": "^1.2.8",
-    "playwright-core": "^1.40.0",
+    "playwright-core": "^1.58.2",
     "turndown": "^7.1.2",
     "turndown-plugin-gfm": "^1.0.2"
   },
diff --git a/skills/web-automation/scripts/pnpm-lock.yaml b/skills/web-automation/scripts/pnpm-lock.yaml
index e57ade9..96721ff 100644
--- a/skills/web-automation/scripts/pnpm-lock.yaml
+++ b/skills/web-automation/scripts/pnpm-lock.yaml
@@ -16,7 +16,7 @@ importers:
         version: 12.6.2
       cloakbrowser:
         specifier: ^0.3.14
-        version: 0.3.14(mmdb-lib@3.0.1)(playwright-core@1.57.0)
+        version: 0.3.14(mmdb-lib@3.0.1)(playwright-core@1.58.2)
       jsdom:
         specifier: ^24.0.0
         version: 24.1.3
@@ -24,8 +24,8 @@ importers:
         specifier: ^1.2.8
         version: 1.2.8
       playwright-core:
-        specifier: ^1.40.0
-        version: 1.57.0
+        specifier: ^1.58.2
+        version: 1.58.2
       turndown:
         specifier: ^7.1.2
         version: 7.2.2
@@ -534,8 +534,8 @@ packages:
   parse5@7.3.0:
     resolution: {integrity: sha512-IInvU7fabl34qmi9gY8XOVxhYyMyuH2xUNpb2q8/Y+7552KlejkRvqvD19nMoUW/uQGGbqNpA6Tufu5FL5BZgw==}
 
-  playwright-core@1.57.0:
-    resolution: {integrity: sha512-agTcKlMw/mjBWOnD6kFZttAAGHgi/Nw0CZ2o6JqWSbMlI219lAFLZZCyqByTsvVAJq5XA5H8cA6PrvBRpBWEuQ==}
+  playwright-core@1.58.2:
+    resolution: {integrity: sha512-yZkEtftgwS8CsfYo7nm0KE8jsvm6i/PTgVtB8DL726wNf6H2IMsDuxCpJj59KDaxCtSnrWan2AeDqM7JBaultg==}
     engines: {node: '>=18'}
     hasBin: true
 
@@ -873,12 +873,12 @@ snapshots:
 
   chownr@3.0.0: {}
 
-  cloakbrowser@0.3.14(mmdb-lib@3.0.1)(playwright-core@1.57.0):
+  cloakbrowser@0.3.14(mmdb-lib@3.0.1)(playwright-core@1.58.2):
     dependencies:
       tar: 7.5.11
     optionalDependencies:
       mmdb-lib: 3.0.1
-      playwright-core: 1.57.0
+      playwright-core: 1.58.2
 
   combined-stream@1.0.8:
     dependencies:
@@ -1122,7 +1122,7 @@ snapshots:
     dependencies:
       entities: 6.0.1
 
-  playwright-core@1.57.0: {}
+  playwright-core@1.58.2: {}
 
   prebuild-install@7.1.3:
     dependencies: